Crotyl alcohol

Structural formula
Structural formula of ( E ) -crotyl alcohol
General
Surname	Crotyl alcohol
other names	2-butenol But-2-enol 1-hydroxy-2-butene
Molecular formula	C 4 H 8 O
Brief description	colorless liquid with an unpleasant odor
External identifiers / databases
CAS number 6117-91-5 (unspec.) 4088-60-2 ( Z ) -2-buten-1-ol 504-61-0 ( E ) -2-butene-1-ol EC number 228-086-7 ECHA InfoCard 100.025.533 PubChem 20024 Wikidata Q420212
properties
Molar mass	72.11 g mol −1
Physical state	liquid
density	0.85 g cm −3
Melting point	<−30 ° C
boiling point	114 ° C
Vapor pressure	105 hPa (50 ° C)
solubility	166 g l −1 (20 ° C)
Refractive index	1.427 (20 ° C)
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 226-302 + 312 P: 280
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Crotyl alcohol (according to IUPAC - nomenclature 2-butenol ) is an unsaturated alcohol with a carbon-carbon double bond.

Isomers

Usually, crotyl alcohol is understood to mean the isomer with a trans -configured double bond. The cis compound is of little importance.

Isomers of crotyl alcohol
Surname	( E ) -2-butene-1-ol	( Z ) -2-butene-1-ol
other names	trans -2-butenol	cis -2-butenol
Structural formula
CAS number	504-61-0	4088-60-2
	6117-91-5 (unspec.)
EC number	207-996-8	-
	228-086-7 (unspec.)
ECHA info card	100.007.270	-
	100.025.533 (unspec.)
PubChem	637922	643789
	20024 (unspec.)
Wikidata	Q63395546	Q27292395
	Q420212 (unspec.)

presentation

The presentation is made by reduction of crotonaldehyde .

properties

The compound is a colorless liquid with an unpleasant odor.

By reacting crotyl alcohol with phosphorus trichloride in the presence of pyridine , 1-chloro-2-butene can be obtained.

Individual evidence

1. ↑ ^{a b c d e f g h} Entry on crotyl alcohol in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
2. ↑ Data sheet Crotyl alcohol, mixture of cis and trans from Sigma-Aldrich , accessed on June 2, 2011 ( PDF ).
3. ^ Association of authors: Organikum , 19th edition, Johann Ambrosius Barth, Leipzig · Berlin · Heidelberg 1993, ISBN 3-335-00343-8 , p. 506.
4. ^ William G. Young, Walter H. Hartung, Frank S. Crossley: "Reduction of Aldehydes with Aluminum Isopropoxide", in: J. Am. Chem. Soc. , 1936 , 58  (1), pp. 100-102 ( doi : 10.1021 / ja01292a033 ).
5. ^ Lewis F. Hatch, Stuart S. Nesbitt: Allylic Chlorides. IX. Preparation of cis and trans Crotyl Chloride. In: Journal of the American Chemical Society . 72, 1950, p. 727, doi : 10.1021 / ja01158a021 .